
Vacation rentals in Winona
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Top-rated vacation rentals in Winona
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Beautiful Views, Game Room, Hiking Trails
Create wonderful vacation memories with family and friends while enjoying the peace and tranquility of your home away from home. Enjoy beautiful views of the San Francisco peaks while relaxing on the back patio. Explore endless hiking trails a short walking distance from the property. Relax in the central air conditioning on hotter summer days. Prepare family meals in the fully equipped kitchen. Cook on the gas grill outside or visit one of the many fine restaurants in Flagstaff. STR24-0161

Route 66 Bridge Farmhouse | Views + 6 Acres
A one-of-a-kind stop on the Mother Road during its 100th year celebration! Built in 1939 (right in the golden era of Route 66 travel), the farmhouse sits on original 66 pavement, with direct access to the historic Walnut Canyon bridge. Guests can literally stand where Dust Bowl migrants, WWII travelers, and 1950s road-trippers drove. Amazing mountain views, a peaceful setting, easy access to Flagstaff, hiking, skiing, and top Northern Arizona attractions. —perfect for unforgettable road trips.

Beautiful Off Grid Home near Flagstaff, GCNP
Escape to an Off-Grid Mountain Retreat in Flagstaff, Close to the Grand Canyon! Disconnect from the everyday and reconnect with nature at our peaceful off-grid cabin nestled in the beautiful forests outside Flagstaff. Surrounded by beautiful views and endless star-filled skies, this secluded retreat offers the perfect escape for couples, families, and outdoor adventurers looking for a true mountain experience. Close to Flagstaff and AZ Snowbowl Ski Resort, Nordic Center, miles of hiking!

A-frame Mountain View Cabin in the National Forest
@AFrameFlagstaff is a tiny house A-Frame on 1.5 acres in the National Forest. Featured in American Eagle Outfitters worldwide campaign. Dog friendly. AC. Epic glamping and stargazing. 10 min to historic downtown/Route 66. 15 min to Walnut Canyon, Sunset Crater, Wupatki National Parks, NAU, AZ Snowbowl. 30 min to Meteor Crater and Sedona. 90 min to GRAND CANYON, Horseshoe Bend, Antelope Canyon, and Petrified Forest. 2.5hrs to Monument Valley. Our listing "Tiny Mountain View Sauna Cabin" nearby

*NEW Beautiful Flagstaff, Arizona Vacation Home
Welcome to the Golden Antler! Relax by the fire inside or out, under the stars w/ views of the San Francisco Peaks! Our custom 2 bed/1 bath home is close to hiking/biking trails all within minutes from the house. Located 30mins to Sedona, 1hr to the Grand Canyon + 5mins from Sunset Crater/Waputki National Monument. A peaceful + modern space offering tranquility & style. Perfect for couples, small families or groups of 4 and an infant. Enjoy a beautiful + relaxing stay in Flagstaff, Arizona!

Amazing Mountain Views! Hiking-Stargazing-Firepit
Luxury guest suite with amazing views of the San Francisco Mountains with direct access to the Coconino National Forest hiking and biking trails and some of the best stargazing in north America! Located 8 minutes from the east side of Flagstaff and 15 minutes to the city, yet conveniently centered between the Grand Canyon, Antelope Canyon, Sedona, Horeshoe Bend, Sunset Crater, Wupatki and Walnut Canyon National Monuments, Meteor Crater, the Petrified National Forest and historic Route 66.

Northern Arizona Cozy Base Camp~Hot Tub
This uniquely tranquil and serene getaway is the perfect place to unwind and indulge in nature's beauty, ideal for star gazing and just minutes from downtown Flagstaff. Plus, many attractions of Northern Arizona only a couple of hours away. The exterior patio includes a BBQ and a hot tub that will be sure to help you relax after a day of exciting exploration. What's more, there's a fenced yard for your furry friend! Come discover the unrivalled beauty of this idyllic escape!

Cozy Forest Retreat • AC + Near Trails
Escape to our private 40-acre ranch near Flagstaff! This fully renovated 2-bed, 2-bath retreat comfortably sleeps 4 and features two king beds, central AC, a gas fireplace, and stunning forest views. Perfect for couples or small families seeking a peaceful getaway with direct access to the Arizona Trail and national forest, yet only a short drive from town. Enjoy cool mountain air, rare privacy, star-filled nights, and the quiet beauty of a working ranch setting.

Heart Trail Lookout 2 (Hot Tub & Cold Plunge)
Located 5 minutes North of the Flagstaff Mall sits Heart Trail Lookout unit 2. This peaceful space provides comfort, tranquility, and easy access to local trails. The home is situated near many amazing trails that are suitable for both hiking and mountain biking! NAU: 9.7 miles (17 minute drive) Snowbowl: 20 miles (35-40 minute drive) Downtown Flag: 7.4 (14 minute drive) Grand Canyon: 74 miles (1hr & 10 min drive) Uptown Sedona: 36 miles (48 minute drive)

Cheerful Cabin Oasis: Private Yard & Central A/C
Kick back and relax in this calm, stylish space. Our recently fully renovated cabin is nestled on 2 acres and is surrounded by trees including several ponderosa pines. The outdoor space is our oasis where you can enjoy the stone patio, a gas fire pit and hot tub to warm up on those cooler nights. This single level cottage has an open concept layout, three bedrooms and two full bathrooms. A circular driveway allows plenty of parking space for any car size.

Rain Valley Villa
Welcome to the Rain Valley Villa! This brand new, privately accessed studio is on our forested, open 5 acre lot overlooking one of Flagstaff's most scenic valleys. With our backyard trail access to Picture Canyon and the Arizona Trail full of elk, a 10 minute drive to Downtown Flagstaff, and a short distance to the Grand Canyon, Snowbowl, Wupatki/Sunset Crater, and more, this studio is the perfect spot to explore Flagstaff and Northern Arizona.

Woodland Farmhouse with Hot Tub
Escape to our modern 1-BR farmhouse retreat in Flagstaff for 2! Nestled in the pines, this private suite features an exclusive hot tub, gas fire pit, and cozy pellet stove. Enjoy a king bed, dedicated workspace, and a fully equipped kitchen. Perfect for a romantic getaway or solo adventure, offering seclusion with convenient access to downtown Flagstaff, Sedona, and the Grand Canyon. Your private adventure basecamp awaits!
Popular amenities for Winona vacation rentals
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- Arizona Snowbowl
- Bearizona Wildlife Park
- Red Rock State Park
- Chapel of the Holy Cross
- Sedona Golf Resort
- Downtown Flagstaff
- Slide Rock State Park
- Continental Golf Club
- Northern Arizona University
- Lowell Observatory
- Verde Canyon Railroad
- Sunset Crater Volcano National Monument
- Forest Highlands Golf Club
- Alcantara Vineyards and Winery
- West Fork Oak Creek Trailhead
- Tuzigoot National Monument
- Walnut Canyon National Monument
- Montezuma Castle National Monument
- Wupatki National Monument
- Enchantment Resort
- Page Springs Cellars
- Javelina Leap Vineyard, Winery & Bistro
- Museum of Northern Arizona
- Cathedral Rock Trailhead





